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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391Generated: October 23, 2026

4-Toluenesulfonyl chloride → 1-Chloro-4-(4-methylbenzene-1-sulfonyl)benzene

https://huagongshe.com/en/reaction/2391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantChlorobenzeneHCID 7964—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventWaterHCID 962—
Product1-Chloro-4-(4-methylbenzene-1-sulfonyl)benzeneHCID 286219—

Reaction Conditions

Temperature55 °C

Reaction Steps

To 150 ml of chlorobenzene, 100.1 g (0.75 mol) of aluminum chloride was added, and further 143 g (0.75 mol) of p-toluenesulfonyl chloride was added dropwise over 1 hour. After stirred for 3 hours at 55° C., the reaction mixture was poured into 1.5 liter of water, and then the obtained crystal was filtered off and washed with n-hexane to obtain 140 g of the intended 4-methyl-4'-chlorodiphenylsulfone. NMR (heavy chloroform): δ7.9-7.8 (m, 4H), 7.5 (m, 2H), 7.3 (d, 2H), 2.4 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728879
Source datasetuspto-grants-1998_03
ORD IDord-f69d3edd52d44422a14f922f370dc48b
Source noteuspto-grants-1998_03